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Merck
CN

907340

Sigma-Aldrich

H-L-Photo-Phe-OH

≥98%

别名:

(S)-2-Amino-3-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)propanoic acid, 4-(Trifluoromethyldiazirin)-L-phenylalanine, Diazirine amino acid, H-Tdf-OH, Photo-Phe, Photo-crosslinking amino acid, Photoprobe building block

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About This Item

经验公式(希尔记法):
C11H10F3N3O2
CAS号:
分子量:
273.21
MDL编号:
UNSPSC代码:
12352101

方案

≥98%

表单

powder

反应适用性

reaction type: solution phase peptide synthesis

存货情况

available only in USA

应用

peptide synthesis

储存温度

−20°C

SMILES字符串

FC(F)(F)C2(N=N2)c1ccc(cc1)CC(N)C(=O)O

InChI

1S/C11H10F3N3O2/c12-11(13,14)10(16-17-10)7-3-1-6(2-4-7)5-8(15)9(18)19/h1-4,8H,5,15H2,(H,18,19)

InChI key

HRGXDARRSCSGOG-UHFFFAOYSA-N

应用

H-L-Photo-Phe-OH is a diazirine-containing phenylalanine amino acid and multifunctional
photo-crosslinker. Its incorporation into peptides or small-molecule probes and tools allows for photoaffinity labeling of cellular targets and protein-protein interactions upon UV light (∼360 nm) irradiation to form a covalent bond. This and other multifunctional probe building blocks will continue to accelerate drug discovery research for probing cellular mechanisms, target ID/validation, and understanding traditionally undruggable targets. An Fmoc-protected version is also available as 907294.

Product can be used with our line of photoreactors: Including Penn PhD (Z744035) & SynLED 2.0 (Z744080)

象形图

Flame

警示用语:

Danger

危险声明

危险分类

Self-react. C

储存分类代码

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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从最新的版本中选择一种:

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Nobumasa Hino et al.
Journal of molecular biology, 406(2), 343-353 (2010-12-28)
Cell signaling pathways are essentially organized through the distribution of various types of binding domains in signaling proteins, with each domain binding to specific target molecules. Although identification of these targets is crucial for mapping the pathways, affinity-based or copurification
G Baldini et al.
Biochemistry, 27(20), 7951-7959 (1988-10-04)
The Boc-protected derivative of a photoactivatable, carbene-generating analogue of phenylalanine, L-4'-[3-(trifluoromethyl)-3H-diazirin-3-yl]phenylalanine [(Tmd)Phe], was used to acylate 5'-O-phosphorylcytidylyl(3'-5')adenosine (pCpA). A diacyl species was isolated which upon successive treatments with trifluoroacetic acid and 0.01 M HCl yielded a 1:1 mixture of 2'(3')-O-(Tmd)phenylalanyl-pCpA
A genetically encoded diazirine photocrosslinker in Escherichia coli.
Eric M Tippmann et al.
Chembiochem : a European journal of chemical biology, 8(18), 2210-2214 (2007-11-15)
Lei Wang et al.
Organic letters, 17(3), 616-619 (2015-01-15)
Alternative one-pot synthesis of 3-(trifluoromethyl)-3-phenyldiazirine derivatives from corresponding tosyloximes is developed. The deprotonation of intermediate diaziridine by NH2(-) is a new approach for construction of diazirine. Moreover, a novel synthesis of optically pure (trifluoromethyl)diazirinylphenylalanine derivatives was attempted involving these methods.
Lei Wang et al.
Molecules (Basel, Switzerland), 18(7), 8393-8401 (2013-07-19)
Photoaffinity labeling is a reliable analytical method for biological functional analysis. Three major photophores--aryl azide, benzophenone and trifluoromethyldiazirine--are utilized in analysis. Photophore-bearing L-phenylalanine derivatives, which are used for biological functional analysis, were inoculated into a Klebsiella sp. isolated from the

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